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A Diversity-Oriented Strategy for the Construction of Tetrasubstituted Pyrroles via Coupled Domino Processes

David Tejedor, David González-Cruz, Fernando García-Tellado,* José Juan Marrero-Tellado and Matías López Rodríguez

*Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas, Avenida Astrofísico Francisco Sánchez 3, 38206 La Laguna, Tenerife, Canary Islands, Spain, Email:

D. Tejedor, D. González-Cruz, F. García-Tellado, J. J. Marrero-Tellado, M. L. Rodríguez, J. Am. Chem. Soc., 2004, 126, 8390-8391.

DOI: 10.1021/ja047396p (free Supporting Information)

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A new microwave-assisted rearrangement of 1,3-oxazolidines scaffolds is the basis for a new, metal-free, direct, and modular construction of tetrasubstituted pyrroles from terminal-conjugated alkynes, aldehydes, and primary amines under very simple and environmental-friendly experimental conditions.

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proposed mechanism

Key Words

Pyrroles, Microwave Synthesis, Green Chemistry

ID: J48-Y2004-1570